HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Toluenesulfonyl chloride → 4-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Cyclohexanecarboxylic acid, 4-(hydroxymethyl)-, methyl ester | HCID 11073869 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(Toluene-4-sulfonyloxymethyl)-cyclohexanecarboxylic acid methyl ester | HCID 59460667 | — |
Reaktionsbedingungen
| Temperatur | 25 °C |
|---|
Reaktionsschritte
To a stirred solution of 4-hydroxymethyl-cyclohexane carboxylic acid methyl ester (300 mg, 1.74 mmol; CAS Reg. No. 13380-85-3) in dichloromethane (10 ml) under nitrogen was added triethylamine (0.5 ml, 3.48 mmol) and p-toluenesulfonyl chloride (664 mg, 3.48 mmol; CAS Reg. No. 98-59-9) at 25° C. and the mixture was stirred for 16 h. The reaction mixture was evaporated under reduced pressure, and the crude product was purified by column chromatography over silica gel (ethyl acetate/n-hexane) to give the desired compound. Colorless powder (62%). MS (Turbo Spray): m/z=327.1 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08309581B2 |
| Quelldatensatz | uspto-grants-2012_11 |
| ORD ID | ord-6821d66075084931b41877d414b4f1ba |
| Quellennotiz | uspto-grants-2012_11 |